Mutual Opportunities
Head of Policyholder Services & Annuity New Business Strategic Planning
Springfield, Massachusetts
Thank you to our employees for voting us one of the top places to work in Massachusetts for seven consecutive years!
Overview
A career with us means you’ll work alongside exceptional people and be empowered to reach your professional and personal goals. Our employees are at the foundation of what enables MassMutual to deliver on our purpose to help people secure their futures and protect the ones they love.
We embrace the idea that we all are stronger and better through our support for one another. We strive to create a culture where employees feel valued and are celebrated for who they are.
“Since our founding in 1851, mutuality has put our policyowners at the center of everything we do. At our core, we’re a company of people helping people in their time of need, and that spirit extends to the culture we’ve built at our company. Our employees support and rely on each other each day, collaborating to deliver the best solutions for our customers and help millions more secure their future and protect the ones they love.”
Job Description
The Opportunity
As Head of Policyholder Services & Annuity New Business (PS&ANB) Strategic Planning, you will play a critical leadership role shaping and executing short- and long-term strategies that support enterprise transformation. As a member of the PS&ANB Senior Leadership Team, you will drive strategic alignment across investments, operating models, and change initiatives while overseeing organizational communications, learning and performance efforts, andfinancial management.
You will partner closely with senior leaders and cross-functional stakeholders to assess current capabilities,identifyopportunities for improvement, and build sequenced roadmaps that enable sustainable change. This is a highly visible role requiring strongsystemsthinking, financial acumen, and the ability to influence and guide large organizations through complexity and transformation.
The Team
You will join the Policyholder Services & Annuity New Business Senior Leadership Team within Operations. The team is focused on delivering high-quality service outcomes while advancing efficiency, innovation, and transformation across the organization. The culture emphasizes accountability, data-driven decision making, and shared ownership of outcomes through close partnership with Technology, Finance, Legal, Compliance, Audit, and Business stakeholders.
The Impact
Lead enterprise and organizational strategic planning for PS&ANB, ensuring alignment with Operations strategy, investment priorities, and long-term transformation goals.
Serve as the business lead for strategic programs and initiatives, including operational deep dives, efficiency efforts, technology enablement, and service strategy development.
Own development and ongoing management of the PS&ANB Operating Plan, including prioritization, progress tracking,leaderaccountability, and resource management.
Design andfacilitatebi-annual strategy sessions and monthly business reviews using data and defined metrics to assess business health.
Partner with senior and executive leaders to influence decision-making and build alignment for complex change initiatives.
Oversee business planning and financial operations, including expense management, unit cost stewardship, and efficiency opportunities.
The Minimum Qualifications
Bachelor’sdegreerequired.
10+ years of experience in progressively increasing leadership roles supporting large-scale transformation, M&A, or enterprise initiatives.
Significant experiencewithfinancial management, expense oversight, and financial reporting.
Demonstrated ability to lead complex initiatives and manage competing priorities.
Authorization to work in the United States without sponsorship now or in the future.
The Ideal Qualifications
Advanced degree or professional certification (e.g., MBA, FSA, FCIA, CPA).
Strong strategic, analytical, and decision-making skills.
Proven ability to influence senior and executive leaders across functions.
Experience leading organizational change and operating model design.
Strong executive presence with excellent written and verbal communication skills.
Demonstrated commitment to talent development, inclusion, and continuous improvement.
What to Expect as Part of MassMutual and the Team
Regular meetings with the PS&ANB Senior Leadership Team
Focused one-on-one meetings with your manager
Broad collaboration with enterprise partners across Operations, Technology, Finance, Legal, Compliance, and Audit
Access to learning and development resources to support continued growth
#LI-LS1
If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.
California residents: For detailed information about your rights under the California Consumer Privacy Act (CCPA), please visit our California Consumer Privacy Act Disclosures page.
MassMutual will accept applications on an ongoing basis until such time as a candidate has been offered employment. The job description includes the main duties of this position, which may evolve over time. You may be required to perform other duties not listed.
It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment.
Salary Range: $159,800-$209,700
Hiring Process
Explore
Explore our open jobs by clicking 'search jobs' to find a position that aligns with your experience and skills. You may also consider joining our Talent Network.
Apply
Click the “apply” button on that job posting to complete and submit your application. Your application will be reviewed by a recruiter, which, due to the volume of applications received, may take some time as we carefully consider each application.
Screen
After your application has been reviewed, if you meet the qualifications for the role, a recruiter will reach out to you to start a conversation.
Interview
If you are invited for an interview, you will be scheduled to meet with the hiring manager and hiring team.
Offer
If you are extended an offer to join MassMutual and accept, your start will be contingent upon a satisfactory background check.
Hire
If you accept the offer, we will be so excited to welcome you to the MassMutual community!
If you need an accommodation to complete the application process, please contact us and share the specifics of the assistance you need.
By the numbers*
- 85% of employee respondents say they are proud to work at MassMutual
-
90
% of employee respondents say the work they do at MassMutual is meaningful - 85% of employee respondents say they feel encouraged to come up with new and better ways of doing things
*Source: 2025 MassMutual employee engagement survey
Award-Winning Culture
MassMutual is guided by a single purpose: We help people secure their future and protect the ones they love. As a company operated for the benefit of our members and participating policyowners, we are defined by mutuality and our vision to provide financial well-being for all Americans. It’s more than our company structure — it’s our way of life. We are a company of people protecting people. Our company exists because people are willing to share risk and resources and rely on each other when it counts.
We strive to build a thriving community where everyone is valued, included, and feels that they belong.
At MassMutual, we Live Mutual.
How We Work
MassMutual’s flexible workplace approach combines the importance of connecting in person and the flexibility of working remotely. Our hybrid model puts collaboration first with employees coming in at least three days per week to our spectacular campus settings and also enjoying the flexibility of remote Fridays, company-wide remote weeks, and a bank of flexible remote weeks to use throughout the year.
Benefits for the whole you (and your loved ones)
There’s more to your life than your job and there’s more to your aspirations than a paycheck. We take a holistic view of compensation and benefits that provides the flexibility to create a healthy balance in your life for work, family, and community. We offer the benefits you’d expect, like medical, dental, 401(k), and generous vacation time, but we also offer ones you might not expect, like three paid days for volunteering, a $1,250 annual Well-Being Wallet, and up to 320 hours of caregiver leave.
Explore some of our offerings below. Benefit details can be found here.
Why MassMutual?
Candy
Marketing Consultant
Atsam
Head of Advisor/Client Experience & Business Excellence
Erica
Head of Procurement
where we work
Springfield Office
1295 State Street, Springfield, MA
Boston Office
10 Fan Pier Blvd, Boston, MA
New York Office
2 Park Ave,
New York, NY
Virtual
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